Thank you for finding us in your search for a top realty agent in Chicago! I am Debra Dobbs and I have been the go-to source for exceptional real estate services in the Windy City for over 41 years. My team of skilled professional agents and I are here to help you navigate the Chicago real estate market with confidence. Explore our offerings and let’s embark on your real estate journey together.
About Debra Dobbs and The Dobbs Group
Debra Dobbs is one of Chicago’s most respected real estate professionals, consistently recognized among the top 1% of agents nationwide and honored with designations including CRS, ABR, and GRI. With decades of experience, deep market knowledge, and a long record of above-market sales, she is known for being a fierce advocate for her clients’ best interests – strategic, tenacious, and unwaveringly committed to delivering outstanding results.
The Dobbs Group is a small, highly skilled team built around that same standard of excellence. Every member brings specialized expertise, warm professionalism, and a genuine dedication to each client’s success. Together, The Dobbs Group offers the boutique feel of personalized service paired with the strength of smart marketing, skilled negotiation, and thoughtful guidance at every step of the journey.
What You Get When You Work With Us
Working with The Dobbs Group means you get a team that cares about you, and treats your goals like our own. You get Debra’s sharp instincts and relentless advocacy, paired with a group of specialists who anticipate needs before you voice them, handle details before they become problems, and make the entire process feel calm, clear, and human. You get smart strategy, honest guidance, and people who genuinely want you to feel supported every step of the way – because your success isn’t just the outcome, it is the experience we build with you.

Chicago Real Estate Listings
- 2743 N Ashland Avenue #1S
- Chicago IL 60614
- $969,000
- 3 Beds | 3 Baths | 2,942 SqFt
- 0 Acres
- 850 N Lake Shore Drive #1607
- Chicago IL 60611
- $965,000
- 2 Beds | 2 Baths | 1,402 SqFt
- 0 Acres
- 2129 N Damen Avenue #2N
- Chicago IL 60647
- $965,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 5642 S Prairie Avenue
- Chicago IL 60637
- $965,000
- 12 Beds | 8 Baths | SqFt
- 0 Acres
- 2230 S Sawyer Avenue
- Chicago IL 60623
- $960,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 2435 N Ashland Avenue
- Chicago IL 60614
- $960,000
- Beds | Baths | SqFt
- 0 Acres
- 3017 S Canal Street
- Chicago IL 60616
- $960,000
- 4 Beds | 4 Baths | 4,300 SqFt
- 0.06 Acres
- 1241 N Dearborn Street #4
- Chicago IL 60610
- $959,000
- 3 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 1347 W Grand Avenue #3S
- Chicago IL 60642
- $959,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 5007 W Diversey Avenue
- Chicago IL 60639
- $959,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 2329 N Sacramento Avenue
- Chicago IL 60647
- $955,000
- 6 Beds | 3 Baths | SqFt
- 0.07 Acres
- 5508 S Kenwood Avenue
- Chicago IL 60637
- $954,000
- 4 Beds | 3 Baths | 3,000 SqFt
- 0 Acres
- 2921 S Farrell Street
- Chicago IL 60608
- $950,000
- 3 Beds | 4 Baths | SqFt
- 0.06 Acres
- 3617 N Albany Avenue
- Chicago IL 60618
- $950,000
- 4 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 4323 N St Louis Avenue
- Chicago IL 60618
- $950,000
- 4 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 2709 W Sherwin Avenue
- Chicago IL 60645
- $950,000
- 4 Beds | 4 Baths | 3,058 SqFt
- 0 Acres
- 2157 W Erie Street
- Chicago IL 60612
- $950,000
- 4 Beds | 4 Baths | 2,708 SqFt
- 0.07 Acres
- 2953 S Emerald Avenue
- Chicago IL 60616
- $950,000
- 11 Beds | 6 Baths | SqFt
- 0 Acres
- 12129 S Peoria Street
- Chicago IL 60643
- $950,000
- Beds | Baths | SqFt
- 0 Acres
- 1011 N Western Avenue
- Chicago IL 60622
- $950,000
- Beds | Baths | SqFt
- 0 Acres
- 13729 S Brainard Avenue
- Chicago IL 60633
- $950,000
- 2 Beds | 1 Baths | SqFt
- 0.37 Acres
- 505 N LAKE SHORE Drive #6206
- Chicago IL 60611
- $950,000
- 3 Beds | 3 Baths | 1,800 SqFt
- 0 Acres
- 5748 N Hermitage Avenue #106
- Chicago IL 60660
- $950,000
- 4 Beds | 3 Baths | 2,851 SqFt
- 0 Acres
- 1040 N Lake Shore Drive #26B
- Chicago IL 60611
- $950,000
- 1 Beds | 3 Baths | 2,230 SqFt
- 0 Acres





